Water → Diethyl methyl-(4-amino)benzylmalonate

HRID 2176910ノート

反応式

HRID 2176910 の反応式
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][C:9]([CH3:20])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][CH:5]=1)([O-])=O.O.C(OCC)(=O)C.C(N(CC)CC)C>CCO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][C:9]([CH3:20])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:21][CH:22]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 54496963Diethyl 2-(4-nitrobenzyl)-2-methylmalonate

生成物 1

HCID 54055855Diethyl methyl-(4-amino)benzylmalonate収率 81.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Stannous chloride dihydrate (4.39 g, 19.4 mmol) was added to a solution of diethyl 2-(4-nitrobenzyl)-2-methylmalonate (3.00 g, 9.70 mmol) in EtOH (30 ml) and stirred at reflux for 3 h. Water and ethyl acetate were added and the solution was basified with triethyl amine adjusted an pH˜9. The salts were filtered and washed with ethyl acetate. The organic layer was separated from the filtrate and washed with water, brine solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2.20 g (81.4%) of diethyl 2-(4-aminobenzyl)-2-methylmalonate as brown oil.

後処理

  1. temperatureat reflux for 3 h
  2. filtrationThe salts were filtered
  3. washwashed with ethyl acetate
  4. customThe organic layer was separated from the filtrate
  5. washwashed with water, brine solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a6b7108b220e4b9797cd5cd64c95f198
出典データセット
uspto-grants-2015_06
特許番号
US09067888B2

反応ノート

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